Caribbean

$65+ Cheap flights from Jacksonville (JAX) to Caribbean

JAX — SJU
Dec 4 — Dec 111
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Cheap flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean

Fri 12/45:55 pm -
2 stops31h 03m
Wed 12/95:01 am -
1 stop10h 19m
Deal found 10/31$215
Mon 11/308:16 pm -
1 stop13h 25m
Tue 12/83:11 pm -
2 stops8h 44m
Deal found 11/1$216
Thu 12/312:19 pm -
1 stop11h 59m
Thu 12/106:05 am -
Nonstop3h 31m
Deal found 11/2$218
Mon 12/75:47 pm -
2 stops25h 50m
Wed 12/95:01 am -
1 stop10h 19m
Deal found 11/2$220
Wed 12/23:39 pm -
1 stop8h 28m
Tue 12/87:17 am -
Nonstop3h 29m
Deal found 10/31$221
Mon 11/235:59 pm -
1 stop6h 37m
Thu 11/263:36 am -
1 stop17h 15m
Deal found 10/31$222
Mon 11/307:14 pm -
Nonstop3h 00m
Mon 12/75:01 am -
1 stop13h 01m
Deal found 10/31$223
Sat 11/149:19 am -
1 stop24h 36m
Wed 11/1812:59 am -
1 stop8h 25m
Deal found 10/31$225
Fri 12/1112:00 pm -
1 stop9h 35m
Wed 12/167:20 am -
2 stops10h 36m
Deal found 11/1$226
Mon 11/307:14 pm -
Nonstop3h 00m
Tue 12/87:17 am -
Nonstop3h 29m
Deal found 11/1$227
Thu 11/129:19 am -
1 stop24h 36m
Wed 11/1812:59 am -
1 stop8h 25m
Deal found 11/4$228
Tue 12/15:00 am -
1 stop8h 22m
Tue 12/811:53 am -
1 stop6h 55m
Deal found 11/1$320

Find flight deals from Jacksonville to Caribbean

Round-trip from

$215
(Kiwi.com)

One-way from

$65
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$322

Good round-trip deal

$296 or less

Good one-way deal

$131 or less
From Jacksonville to Caribbean
One-way flight from Jacksonville to Caribbean
Highest demand for flights based on searches. 9% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Jacksonville to Caribbean.
Price to beat on a one-way flight from Jacksonville to Caribbean.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleNassau

JAX Jacksonville - NAS Nassau Intl

JAXNAS

Jacksonville

Mon 11/16

5:05 am-1:50 pm

1 stop8h 45m

Nassau Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$112

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Fri 12/11

5:47 pm-1:58 am

2 stops31h 11m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$136

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Thu 12/31

5:05 pm-11:30 pm

1 stop5h 25m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$138

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Mon 11/9

2:10 pm-1:00 am

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$140

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Sun 11/15

3:35 pm-1:00 am

2 stops8h 25m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$149

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Wed 12/16

3:39 pm-1:07 am

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$152

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Mon 11/23

2:10 pm-1:00 am

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$154

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Sun 12/13

6:35 am-5:50 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$154

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Sat 11/21

3:40 pm-1:40 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$157
Quickest round-trip

JacksonvilleSan Juan

JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl

JAXSJU

Jacksonville

Thu 4/1

4:45 pm-7:43 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, May is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $345). Flying from Jacksonville to Caribbean in November is currently the most expensive (average of $532). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 28% versus a flight in the afternoon.

How far ahead should I book a flight from Jacksonville to Caribbean?

The price you pay for your flight from Jacksonville to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Jacksonville to Caribbean?

Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Related info for your journey

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean?

    A quick flight from Jacksonville to Caribbean can take about 6h 27m. JetBlue provides one of the quickest options available for as low as $245. The distance from Jacksonville to Caribbean is about 1287 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($57), American Airlines ($108), and JetBlue ($111).

  • What are the most popular routes from Jacksonville to Caribbean?

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $250, our data shows the cheapest flight currently is $74. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $199 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, May is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $345). Flying from Jacksonville to Caribbean in November is currently the most expensive (average of $532). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Jacksonville to Caribbean

Top 6 airlines flying from Jacksonville to Caribbean

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$582FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$122Average$335FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$140Average$539FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$251Average$582FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$472Average$604FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$488Average$650FlexibilityNo cancel feeOn-time63%

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